Westerly vacation rentals

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Top-rated vacation rentals in Westerly

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Stonington

4.98 out of 5 average rating, 102 reviews

Charming Stonington Getaway - Beaches & Casinos!

Rated one of the Top Destinations of Summer in 2022, come experience all there is to offer in Stonington, CT! Walk away from your worries and into comfort in our seaside-themed apartment. Sink into our plush sofa and binge your favorite shows, cook up a storm with our fully equipped kitchen, or relax in our deck chairs with an early morning mimosa. Venture outside and experience the rolling waves of Rhode Island beaches and the quaint seaside villages of Mystic and the Borough. Come visit today!

Apr 21 – 28

$138 per night
Guest favorite

Home in Westerly

4.96 out of 5 average rating, 304 reviews

BarreCoast Stay: beach pass, casinos, vineyards

Welcome to BarreCoast Stay! My name is Kristen and I am the owner of this beautiful home, as well as BarreCoast the top barre, yoga, boxing studio in RI. This year-round getaway is great for a family vacation, girls or couples trip . This impeccable home sleeps 8 and is in an ideal location. A short 10 minute drive to beaches, 2 min walk to BarreCoast, High Tide Juice Bar, Pizza, Junk Java Coffee Shop, 5 min drive to downtown restaurants, nightlife and Wilcox Park. 20 minutes from casinos.

Apr 15 – 22

$172 per night
Guest favorite

Guesthouse in Stonington

4.98 out of 5 average rating, 217 reviews

True Artist Loft, 5 minutes to downtown Mystic

The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.

Sep 16 – 23

$178 per night

Popular amenities for Westerly vacation rentals

Stay near Westerly's top sights

Ocean House64 locals recommend
Atlantic Beach Park3 locals recommend
Paddy's Beach Club18 locals recommend
The Andrea29 locals recommend
Wilcox Park26 locals recommend
Windjammer Surf Bar22 locals recommend

Westerly beach vacation rentals

Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 103 reviews

Classic CT Cottage w/ Trail by Harkness Park/Ocean

Apr 12 – 19

$131 per night
Guest favorite

Guesthouse in Groton

4.94 out of 5 average rating, 381 reviews

Quiet studio with sleeping loft and deck

Jul 3 – 10

$116 per night
Guest favorite

Guest suite in Westerly

4.96 out of 5 average rating, 120 reviews

Room with a View on Spring Pond

Nov 15 – 22

$257 per night
Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Aug 30 – Sep 6

$158 per night
Guest favorite

Cottage in Groton

4.95 out of 5 average rating, 269 reviews

Restored Historic Schoolhouse, Mystic River Views

Jan 31 – Feb 7

$108 per night
Guest favorite

Cottage in South Kingstown

4.92 out of 5 average rating, 133 reviews

THE WHITECAP COTTAGE

Sep 26 – Oct 3

$132 per night
Superhost

Cottage in Charlestown

4.88 out of 5 average rating, 125 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Dec 23 – 30

$464 per night
Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 107 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Sep 9 – 16

$140 per night
Guest favorite

Guest suite in South Kingstown

5.0 out of 5 average rating, 452 reviews

East Matunuck Studio-Close to Beach & Oyster Bar

Jan 25 – Feb 1

$145 per night
Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 212 reviews

Mystical Ocean View in Historic Stonington Borough

Jun 8 – 15

$283 per night
Guest favorite

Apartment in New London

4.98 out of 5 average rating, 288 reviews

Quiet Neighborhood home close to everything

Feb 6 – 13

$123 per night
Guest favorite

Home in Stonington

4.97 out of 5 average rating, 181 reviews

Perfect New England Getaway has a pool/ hot tub

Dec 4 – 11

$450 per night

Westerly house rentals

Guest favorite

Home in Stonington

4.94 out of 5 average rating, 123 reviews

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Oct 6 – 13

$192 per night
Guest favorite

Home in Preston

4.96 out of 5 average rating, 595 reviews

Entire House Magical Waterfront Getaway

Dec 29 – Jan 5

$160 per night
Guest favorite

Home in Stonington

4.93 out of 5 average rating, 231 reviews

🧭 Newly Remodeled Home Near Westerly and Mystic

Jun 25 – Jul 2

$233 per night
Guest favorite

Home in Preston

5.0 out of 5 average rating, 117 reviews

New Lake Front Home w/ Game Room & Stunning Views

Dec 29 – Jan 5

$350 per night
Guest favorite

Home in Charlestown

4.95 out of 5 average rating, 118 reviews

Spacious RI Beach Escape

Jun 2 – 9

$354 per night
Guest favorite

Home in Stonington

4.95 out of 5 average rating, 104 reviews

Bright and Cheerful Two Bedroom Home in Mystic

Oct 30 – Nov 6

$169 per night
Guest favorite

Home in Montauk

4.91 out of 5 average rating, 412 reviews

DITCH PLAINS SURF HOUSE

Nov 1 – 8

$244 per night
Guest favorite

Home in Charlestown

4.96 out of 5 average rating, 103 reviews

Simply a Sanctuary at Watchaug

Jun 4 – 11

$305 per night
Guest favorite

Home in South Kingstown

4.96 out of 5 average rating, 136 reviews

Newly renovated beach house close to beaches.

Oct 13 – 20

$332 per night
Guest favorite

Home in Narragansett

4.95 out of 5 average rating, 121 reviews

Ocean Road Residence - Walk to Ocean!

Oct 9 – 16

$793 per night
Guest favorite

Home in Stonington

4.98 out of 5 average rating, 130 reviews

Seaport Sanctuary: walking distance to downtown Mystic

Aug 27 – Sep 3

$371 per night
Guest favorite

Home in North Stonington

4.98 out of 5 average rating, 103 reviews

The Perch

May 6 – 13

$334 per night

Westerly cottage rentals

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 136 reviews

EASY BEAT

Oct 24 – 31

$136 per night
Guest favorite

Cottage in Voluntown

4.95 out of 5 average rating, 181 reviews

Lakeside Cottage in the Forest

Nov 23 – 30

$135 per night
Superhost

Cottage in Scituate

4.9 out of 5 average rating, 193 reviews

5 Star cottage in historical Clayville

Jul 13 – 20

$108 per night
Guest favorite

Cottage in Hopkinton

4.98 out of 5 average rating, 123 reviews

Lakeside Cottage in Hope Valley, RI

Nov 2 – 9

$178 per night
Guest favorite

Cottage in Ledyard

4.92 out of 5 average rating, 199 reviews

Lakeside cottage with beautiful views up the lake!

Nov 28 – Dec 5

$164 per night
Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 106 reviews

Coastal Cottage Private Studio

Oct 4 – 11

$166 per night
Superhost

Cottage in Clinton

4.87 out of 5 average rating, 391 reviews

Shalom Cottage with beach rights.

Mar 17 – 24

$88 per night
Guest favorite

Cottage in Narragansett

5.0 out of 5 average rating, 185 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Nov 1 – 8

$169 per night
Guest favorite

Cottage in Newport

4.97 out of 5 average rating, 245 reviews

Beach Break Guest Cottage

Apr 1 – 6

$175 per night
Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 181 reviews

Riverview beach cottage

Mar 16 – 23

$154 per night
Guest favorite

Cottage in Killingly

4.94 out of 5 average rating, 419 reviews

Lake front cottage

Nov 8 – 15

$140 per night
Guest favorite

Cottage in Groton

4.99 out of 5 average rating, 146 reviews

Mind Over Mystic Cottage

Jul 16 – 23

$284 per night

Quick stats about vacation rentals in Westerly

Total rentals

280 properties

Rentals with dedicated workspaces

130 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

9.1K reviews

Frequently Asked Questions

  • What types of vacation rentals are available in Westerly?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Westerly. From over 10 cottage rentals to over 150 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Westerly?

    Yes! Work meets play with ease at over 130 vacation rentals in Westerly featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westerly?

    Four-legged friends are welcome in Westerly. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Westerly?

    Experience the best of Westerly with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westerly have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westerly have a bbq area?

    Absolutely! We offer over 80 house rentals with a bbq area in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westerly have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Westerly. Enjoy a tailored experience with all the comforts you desire.

  • Are there Westerly house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Westerly, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Westerly?

    Westerly has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Westerly?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with a bbq area, over 10 homes with a gym, over 50 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore